sail against the wind

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sail against the wind

To work to achieve something amid challenging circumstances, such as staunch opposition. This nautical phrase refers to the difficulty of sailing in the opposite direction as the wind. I know that I am sailing against the wind to try get this unpopular law passed, but I am confident that it will ultimately make our town a safer place.
See also: sail, wind
References in periodicals archive ?
When sliding until 15:57:50, the USV was sailing against the wind, owing to the limited thrust generated by the sail; its velocity decreased a little.
I'm not desperate to go in at a club that's got nothing and where I'm sailing against the wind.
I'm not desperate to go in at a club that's got nothing and where I'm sailing against the wind, but I'm not naive enough to say I'm not going in unless I can be a Premier League manager.
Sailing against the wind ANY bloke whose last words are "Kiss me, Hardy" has got to be a bit suspect.
All the 12 yachts involved circumnavigate the globe the 'wrong way round', sailing against the wind and tides rather than with them.